Meet The Chicago Outfit's Most Infamous Hitman

Kurt Calabrese grew up in the Chicago mafia known as The Outfit. His father, Frank Calabrese Sr, was the premier hitman, known for strangling his victims with his bare hands. But Frank didn't just leave the violence at work. He trained his sons Kurt and Frank Jr in the mob enforcer life since they were kids, through fear, intimidation and horrific abuse.

When the entire Calabrese family got locked up for extortion, his other son, Frank Jr, who had battled a bad drug problem and stolen hundreds of thousands of dollars from his dad, wrote a letter to the feds and offered to wear a wire on his own father.

Enter the infamous Family Secrets trial in Chicago. Kurt's father, who brutally abused him for years, is about to face numerous murder charges. His brother is about to become the most infamous rat in Chicago’s history. And Kurt is caught right in the middle of his family…and the biggest organized crime trial in Chicago’s history. 

This is a special presentation of Season 3 of the Underbelly Podcast, Killing Kurt...produced by Underworld host Danny Gold.

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